benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

Base Information

Chemical Name:benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate
CAS No.:24150-14-9
Molecular Formula:C₂₀H₂₃NO₅
Molecular Weight:357.406
Hs Code.:

Synonyms:benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

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Chemical Property of benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

There total 13 articles about benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1292309-34-2
C₂₄H₃₁NO₈S

: 24150-14-9
benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2011.01.021

Reference yield:

: 1292309-29-5
benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate

: 24150-14-9
benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: iodine; magnesium / tetrahydrofuran

1.2: 2 h / -78 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With iodine; magnesium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.01.021

Reference yield:

: 1292309-27-3
(R)-2-((4R,5R)-5-((benzyloxycarbonylamino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

: 24150-14-9
benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

2.1: iodine; magnesium / tetrahydrofuran

2.2: 2 h / -78 °C / Inert atmosphere

2.3: 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With iodine; potassium carbonate; magnesium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.01.021